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MedKoo Cat#: 581619 | Name: Thyrotropin-releasing hormone, deamido-

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Thyrotropin-releasing hormone, deamido- is a biochemical.

Chemical Structure

Thyrotropin-releasing hormone, deamido-
Thyrotropin-releasing hormone, deamido-
CAS#24057-83-8

Theoretical Analysis

MedKoo Cat#: 581619

Name: Thyrotropin-releasing hormone, deamido-

CAS#: 24057-83-8

Chemical Formula: C16H21N5O5

Exact Mass: 363.1543

Molecular Weight: 363.37

Elemental Analysis: C, 52.89; H, 5.83; N, 19.27; O, 22.01

Price and Availability

This product was removed for the commercial reasons.
Related CAS #
No Data
Synonym
Thyrotropin-releasing hormone, deamido-; Deamido-trh; Pglu-his-pro; Pyroglutamyl-histidyl-proline; Trh, deamido-; Trh-OH.
IUPAC/Chemical Name
1-(N-(5-Oxo-L-prolyl)-L-histidyl)-L-proline
InChi Key
ITYONPBTNRIEBA-SRVKXCTJSA-N
InChi Code
InChI=1S/C16H21N5O5/c22-13-4-3-10(19-13)14(23)20-11(6-9-7-17-8-18-9)15(24)21-5-1-2-12(21)16(25)26/h7-8,10-12H,1-6H2,(H,17,18)(H,19,22)(H,20,23)(H,25,26)/t10-,11-,12-/m0/s1
SMILES Code
O=C(O)[C@H]1N(C([C@H](CC2=CNC=N2)NC([C@H](CC3)NC3=O)=O)=O)CCC1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 363.37 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kagabu Y, Mishiba T, Okino T, Yanagisawa T. Effects of thyrotropin-releasing hormone and its metabolites, Cyclo(His-Pro) and TRH-OH, on growth hormone and prolactin synthesis in primary cultured pituitary cells of the common carp, Cyprinus carpio. Gen Comp Endocrinol. 1998 Sep;111(3):395-403. PubMed PMID: 9707485. 2: Salers P. Enhancement by streptozotocin-induced diabetes of pancreatic prolyl endopeptidase activity in neonatal rats. Regul Pept. 1994 Feb 24;50(2):101-11. PubMed PMID: 8190911. 3: Strbák V, Giraud P, Resetková E, Ouafik LH, Dutour A, Oliver C, Povazanová K, Randuskovà A. Thyroliberin (TRH) and TRH free acid (TRH-OH) present in milk do not originate from local synthesis in mammary gland. Endocr Regul. 1991 Jun;25(1-2):134-8. PubMed PMID: 1958827. 4: López-Barneo J, Castellano A, Toledo-Aral J. Thyrotropin-releasing-hormone (TRH) and its physiological metabolite TRH-OH inhibit Na+ channel activity in mammalian septal neurons. Proc Natl Acad Sci U S A. 1990 Oct;87(20):8150-4. PubMed PMID: 2172974; PubMed Central PMCID: PMC54910. 5: Møss J, Bundgaard H. Kinetics and pattern of degradation of thyrotropin-releasing hormone (TRH) in human plasma. Pharm Res. 1990 Jul;7(7):751-5. PubMed PMID: 2118634. 6: Reny-Palasse V, Rips R. Antinociceptive activity of TRH metabolites in the mouse. Pain. 1987 Aug;30(2):259-69. PubMed PMID: 3118323. 7: Okuda C, Mizobe T, Miyazaki M. The involvement of central cholinergic mechanisms in cardiovascular responses to intracerebroventricular and intravenous administration of thyrotropin-releasing hormone. Life Sci. 1987 Mar 30;40(13):1293-9. PubMed PMID: 3104710. 8: Koskinen LO. Effect of low intravenous doses of TRH, acid-TRH and cyclo(His-Pro) on cerebral and peripheral blood flows. Br J Pharmacol. 1986 Mar;87(3):509-19. PubMed PMID: 3099875; PubMed Central PMCID: PMC1916574. 9: Ouafik L, Dutour A, Giraud P, Boudouresque F, Castanas E, Oliver C. [Demonstration of a TRH precursor in the pancreas of the newborn rat]. Ann Endocrinol (Paris). 1986;47(1):43-4. French. PubMed PMID: 3094424. 10: Dutour A, Ouafik L, Castanas E, Boudouresque F, Oliver C. TRH and TRH-OH in the pancreas of adult and newborn rats. Life Sci. 1985 Jul 15;37(2):177-83. PubMed PMID: 3925268. 11: Scanes CG, Harvey S, Bolaffi JL. TRH stimulation of in vivo GH release in the domestic fowl. Influence of TRH metabolites and effect of age on in vitro degradation of TRH. Neuroendocrinology. 1985 Jan;40(1):33-8. PubMed PMID: 3918278. 12: Safran M, Wu CF, Matys R, Alex S, Emerson CH. The pharmacokinetics of thyrotropin-releasing hormone (TRH) and deamido-TRH in the rat. Endocrinology. 1984 Sep;115(3):1031-7. PubMed PMID: 6430680. 13: Grimm-Jørgensen Y, Connolly SM, Visser TJ. Effect of thyrotropin-releasing hormone and its metabolites on the secretion of sulfated polysaccharides by foot integument of a pond snail. Gen Comp Endocrinol. 1984 Sep;55(3):410-7. PubMed PMID: 6147294. 14: Hedner J, Hedner T, Wessberg P, Lundberg D, Jonason J. Effects of TRH and TRH analogues on the central regulation of breathing in the rat. Acta Physiol Scand. 1983 Mar;117(3):427-37. PubMed PMID: 6410685. 15: Spindel ER, Lakher M, Wurtman RJ. Formation and degradation of deamido-TRH (pyroglutamyl-histidyl-proline) in rat brain after intraventricular injection of TRH. Brain Res. 1981 Jul 20;216(2):343-50. PubMed PMID: 6788347. 16: Bhandrau L, Emerson CH. Evidence for the presence of the putative TRH metabolite, deamido-TRH, in human urine. J Clin Endocrinol Metab. 1980 Aug;51(2):410-2. PubMed PMID: 6772665. 17: Emerson CH, Vogel W, Currie BL. Concentrations of thyrotropin-releasing hormone (TRH) and deamido-TRH, and TRH deamidase activity in brain. Endocrinology. 1980 Aug;107(2):443-9. PubMed PMID: 6771121. 18: Griffiths EC, Kelly JA, Klootwijk W, Visser TJ. Enzymic formation of TRH-OH from TRH by rat hypothalamus. Mol Cell Endocrinol. 1980 Apr;18(1):59-67. PubMed PMID: 6771174. 19: Alderete MR, Tokarz RR, Crews D. Luteinizing hormone-releasing hormone and thyrotropin-releasing hormone induction of female sexual receptivity in the lizard, Anolis carolinensis. Neuroendocrinology. 1980 Apr;30(4):200-5. PubMed PMID: 6769065. 20: Boschi G, Launay N, Rips R. Induction of wet-dog shakes by intracerebral 'acid' TRH in rats. Neurosci Lett. 1980 Feb;16(2):209-12. PubMed PMID: 6820479.